C1919

Cloranfenicol

BioReagent, suitable for plant cell culture

• Sinônimo(s): D-()-treo-2,2-dicloro-N-[β-hidroxi-α-(hidroximetil)-α-(hidroximetil)-4-nitrofenetil]acetamida, D-(−)-treo-2,2-dicloro-N-[β-hidroxi-α-(hidroximetil)-β-(4-nitrofenil)etil]acetamida, D-(−)-treo-2-dicloroacetamido-1-(4-nitrofenil)-1,3-propanodiol, Cloromicetina
• Fórmula linear: Cl₂CHCONHCH(CH₂OH)CH(OH)C₆H₄NO₂
• Número CAS: 56-75-7
• Peso molecular: 323.13
• UNSPSC Code: 51102831
• NACRES: NA.76
• PubChem Substance ID: 24892448
• EC Number: 200-287-4
• Beilstein/REAXYS Number: 2225532
• MDL number: MFCD00078159

Propriedades

• product line: BioReagent
• form: powder
• technique(s): cell culture | plant: suitable
• impurities: Endotoxin, tested
• mp: 149-153 °C (lit.)
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma
• application(s): agriculture
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O
• InChI: 1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
• InChI key: WIIZWVCIJKGZOK-RKDXNWHRSA-N
• Gene Information: human ... CYP1A2(1544)

Descrição

General description

Chemical structure: phenicole

Application

Chloramphenicol is a synthetic antibiotic, isolated from strains of Streptomyces venezuelae. It is often used for bacterial selection in molecular biology applications at 10-20 μg/mL and as a selection agent for transformed cells containing chloramphenicol reistance genes.

Biochem/physiol Actions

Modo de ação: O cloranfenicol inibe a síntese de proteína bacteriana através do bloqueio da etapa de peptidil transferase, ligando-se à subunidade ribossômica 50S e impedindo a fixação de aminoacil-tRNA ao ribossomo. Ele também inibe a síntese de proteína mitocondrial e de cloroplasto e a formação ribossômica de (p)ppGpp, descomprimindo a transcrição de rRNA.

Modo de resistência: O uso da cloranfenicol acetiltransferase acetila e inativa o produto.

Espectro da ação antimicrobiana: Este é um antibiótico de amplo espectro contra bactérias gram positivas e gram negativas e é usado principalmente para fins oftálmicos e veterinários.

Preparation Note

Stock solutions can be prepared directly in the vial at any recommended concentration. A solution at 50 mg/mL in ethanol yields a clear, very faint, yellow solution. Degradation of chloramphenicol in aqueous solution is catalyzed by general acids and bases. This rate of degradation is independent of the ionic strength and pH.

Other Notes

Keep container tightly closed in a dry and well-ventilated place, Light sensitive. Storage class (TRGS 510): Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Disclaimer

Stock solutions should be stored at 2-8°C and are stable at 37°C for 5 days. Aqueous solutions are neutral and stable over a wide pH range, with 50% hydrolysis occurring after 290 days. Use of a borax buffered solution reduces this number to 14%. Solutions should be protected from light as photochemical decomposition results in a yellowing of the solution. Heating aqueous solutions at 115°C for 30 minutes results in a 10% loss of chloramphenicol.

Informações de segurança

• pictograms: GHS08,GHS05
• signalword: Danger
• hcodes: H318,H351,H361fd
• pcodes: P202 - P280 - P305 + P351 + P338 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2 - Eye Dam. 1 - Repr. 2
• Classe de armazenamento: 11 - Combustible Solids
• wgk: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges